Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles

Formal [4 + 1]- and [5 + 1]-annulation by an SN2–conjugate addition sequence : stereoselective synthesis of highly substituted carbocycles

K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselect...

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Bibliographic Details
Main Authors: Heng, Yi Li, Chiba, Shunsuke, Tong, Benny Meng Kiat, Chen, Hui, Chong, Sin Yee
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/96126
http://hdl.handle.net/10220/10606
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Institution: Nanyang Technological University
Language: English
Description
Summary:K2CO3-mediated reactions of 6-bromo-2-hexenoates and 7-bromo-2-heptenoate with active methylene compounds deliver highly substituted cyclopentane and cyclohexane derivatives, respectively via a sequence of SN2–conjugate addition reactions (formal [4 + 1]- and [5 + 1]-annulation) in a diastereoselective manner.

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